{"title":"铜催化n -取代吲哚-3醛与芳基烯烃的自由基级联环化:获得吡咯[1,2-a]吲哚支架","authors":"Weibo Cheng, Junzheng Sun, Changji Liu, Yidong Zhong, Chengcai Xia, Wenjing Yang","doi":"10.1021/acs.joc.4c02755","DOIUrl":null,"url":null,"abstract":"Herein, we report a Cu-DTBP-catalyzed [3 + 2] cycloaddition reaction between 1-(2-oxo-2-phenylethyl)-<i>1H</i>-indole-3-aldehyde and arylalkene, using DMF as the solvent. Under relatively mild reaction conditions, a series of indole compounds were synthesized in moderate yields (up to 73%). This protocol features good functional group tolerance and high atom economy. In addition, we synthesized a total of 20 target compounds, providing a reliable and straightforward method to obtain structurally diverse pyrrolo[1,2-<i>a</i>]indole derivatives.","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"7 1","pages":""},"PeriodicalIF":3.6000,"publicationDate":"2025-01-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Copper-Catalyzed Radical Cascade Cyclization of N-Substituted Indole-3-Aldehydes with Aryl Alkenes: Access to Pyrrolo[1,2-a]indole Scaffolds\",\"authors\":\"Weibo Cheng, Junzheng Sun, Changji Liu, Yidong Zhong, Chengcai Xia, Wenjing Yang\",\"doi\":\"10.1021/acs.joc.4c02755\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Herein, we report a Cu-DTBP-catalyzed [3 + 2] cycloaddition reaction between 1-(2-oxo-2-phenylethyl)-<i>1H</i>-indole-3-aldehyde and arylalkene, using DMF as the solvent. Under relatively mild reaction conditions, a series of indole compounds were synthesized in moderate yields (up to 73%). This protocol features good functional group tolerance and high atom economy. In addition, we synthesized a total of 20 target compounds, providing a reliable and straightforward method to obtain structurally diverse pyrrolo[1,2-<i>a</i>]indole derivatives.\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"7 1\",\"pages\":\"\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-01-13\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.joc.4c02755\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c02755","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Copper-Catalyzed Radical Cascade Cyclization of N-Substituted Indole-3-Aldehydes with Aryl Alkenes: Access to Pyrrolo[1,2-a]indole Scaffolds
Herein, we report a Cu-DTBP-catalyzed [3 + 2] cycloaddition reaction between 1-(2-oxo-2-phenylethyl)-1H-indole-3-aldehyde and arylalkene, using DMF as the solvent. Under relatively mild reaction conditions, a series of indole compounds were synthesized in moderate yields (up to 73%). This protocol features good functional group tolerance and high atom economy. In addition, we synthesized a total of 20 target compounds, providing a reliable and straightforward method to obtain structurally diverse pyrrolo[1,2-a]indole derivatives.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.